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Winchester, VA 55+ active adult communities & homes for sale

293 homes near Winchester

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5 rating (1 reviews) Willow Lawn Cottages
$300Ks - $300Ks
Willow Lawn Cottages, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes
No reviews yet Cross Creek Village
$300Ks - $400Ks
Cross Creek Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 90 homes
No reviews yet The Village at Harvest Ri...
$500Ks - $600Ks
The Village at Harvest Ri..., Winchester, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 82 homes
No reviews yet Woodbrook Village
$300Ks - $300Ks
Woodbrook Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 81 homes
No reviews yet Cottage Glen
$400Ks - $400Ks
Cottage Glen, Winchester, VA
New and Resale | Age-targeted | Built 2018 - present | 25 homes
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No reviews yet Abrams Chase
$500Ks - $500Ks
Abrams Chase, Winchester, VA
New Construction | 55+ age-restricted | Built 2020 - present | 13 homes
5 rating (3 reviews) Heritage Hunt
$400Ks - $800Ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
2 rating (1 reviews) Birchwood at Brambleton
$400Ks - $1Ms
Birchwood at Brambleton, Ashburn, VA
New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes
5 rating (2 reviews) Potomac Green
$700Ks - $800Ks
Potomac Green, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes
5 rating (31 reviews) Lansdowne Woods of Virgin...
$300Ks - $500Ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet Penn National
$200Ks - $800Ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
3.1 rating (7 reviews) Celebrate
$300Ks - $500Ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
5 rating (2 reviews) Trilogy® at Lake Frederic...
$400Ks - $1Ms
Trilogy® at Lake Frederic..., Lake Frederick, VA
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
5 rating (1 reviews) Regency at Dominion Valle...
$400Ks - $800Ks
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
5 rating (1 reviews) Four Seasons at Historic ...
$500Ks - $700Ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes
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Questions? Call us: (540) 773-2470
4.4 rating (5 reviews) Virginia Heritage at Lee'...
$500Ks - $600Ks
Virginia Heritage at Lee'..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2005 - 2021 | 795 homes
4.3 rating (3 reviews) Falls Run
$300Ks - $400Ks
Falls Run, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes
No reviews yet The Woodlands of Urbana
$600Ks - $700Ks
The Woodlands of Urbana, Urbana, MD
New Construction | 55+ age-restricted | Built 2019 - present | 565 homes
5 rating (1 reviews) Crestwood Village
$300Ks - $300Ks
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes
No reviews yet Carter's Mill
$400Ks - $700Ks
Carter's Mill, Haymarket, VA
New Construction | 55+ age-restricted | Built 2020 - present | 480 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
3 rating (2 reviews) Dunbarton
$600Ks - $600Ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes
No reviews yet Montebello
$600Ks - $1Ms
Montebello, Sterling, VA
New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes
No reviews yet Twin Lake Villas
$400Ks - $400Ks
Twin Lake Villas, Locust Grove, VA
New Construction | 55+ age-restricted | Built 2021 - present | 340 homes
No reviews yet Spring Hill
$500Ks - $800Ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes
No reviews yet Four Seasons at Charlotte...
$400Ks - $500Ks
Four Seasons at Charlotte..., Ruckersville, VA
Resale Only | 55+ age-restricted | Built 2005 - present | 275 homes
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Questions? Call us: (540) 773-2470
No reviews yet ThreeOaksâ„¢
$400Ks - $800Ks
ThreeOaksâ„¢, Culpeper, VA
New Construction | 55+ age-restricted | Built 2024 - present | 268 homes
No reviews yet Regency at Ashburn
$500Ks - $600Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
No reviews yet Emerald Pointe
$300Ks - $400Ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
No reviews yet River Ridge
$600Ks - $600Ks
River Ridge, Woodbridge, VA
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes
No reviews yet Signature Club at Greenvi...
$400Ks - $900Ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
No reviews yet Regency at Chancellorsvil...
$400Ks - $500Ks
Regency at Chancellorsvil..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2004 - 2019 | 225 homes
No reviews yet The Retreat at Poland Hil...
$700Ks - $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes
No reviews yet Regency at Creekside
$900Ks - $900Ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
No reviews yet The Atrium at MetroWest
$700Ks - $800Ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
No reviews yet Four Seasons at Virginia ...
$400Ks - $600Ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
No reviews yet Central Parke at Lowes Is...
$400Ks - $700Ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 homes
No reviews yet Summerlake
$300Ks - $300Ks
Summerlake, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 1987 - 1997 | 161 homes
No reviews yet Belmont Bay
$300Ks - $800Ks
Belmont Bay, Woodbridge, VA
New and Resale | Age-targeted | Built 2007 - present | 155 homes
No reviews yet Regency at Belmont
$900Ks - $900Ks
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
No reviews yet Spring Valley Estates
$300Ks - $300Ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 402, LEESBURG..., Leesburg, VA 20176
$569,900

2 beds

|

2 baths

|

1,625 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 402, LEESBURG...
Trilogy® at Lake Frederick 141 COWBIRD ST, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630
$525,000

2 beds

|

2 baths

|

2,057 sq ft

141 COWBIRD ST, LAKE FREDERICK, VA, 2263...
Willow Lawn Cottages 1818 KERSHAW LN, WINCHESTER, VA, 22601, Winchester, VA 22601
$382,500

2 beds

|

2 baths

|

1,271 sq ft

1818 KERSHAW LN, WINCHESTER, VA, 22601
Montebello 46440 BEARTOWN DR, STERLING, VA, 20164, Sterling, VA 20164
$915,000

3 beds

|

3 baths

|

2,251 sq ft

46440 BEARTOWN DR, STERLING, VA, 20164
Community: Montebello
Keswick Villas 7722 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$458,800

3 beds

|

4 baths

|

2,189 sq ft

7722 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Lexington 7 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Lexington 7 44506 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$837,656

3 beds

|

3 baths

|

2,969 sq ft

44506 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44506 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$837,656

3 beds

|

3 baths

|

2,969 sq ft

44506 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Four Seasons at Historic Virginia 4030 GREAT HARVEST CT, DUMFRIES, VA, 220..., Dumfries, VA 22025
$707,500

4 beds

|

3 baths

|

3,569 sq ft

4030 GREAT HARVEST CT, DUMFRIES, VA, 220...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Falls Run 23 HIGHLANDER DR # 41-2, FREDERICKSBURG,..., Fredericksburg, VA 22406
$319,900

2 beds

|

2 baths

|

1,322 sq ft

|

Condo

23 HIGHLANDER DR # 41-2, FREDERICKSBURG,...
Community: Falls Run
Four Seasons at Historic Virginia 3839 MULBERRY POINT CT, DUMFRIES, VA, 22..., Dumfries, VA 22025
$659,750

4 beds

|

3 baths

|

3,424 sq ft

3839 MULBERRY POINT CT, DUMFRIES, VA, 22...
Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER UNIT 522, LEESBU..., Leesburg, VA 20176
$390,000

2 beds

|

2 baths

|

1,101 sq ft

|

Condo

19385 CYPRESS RIDGE TER UNIT 522, LEESBU...
Virginia Heritage at Lee's Parke 6303 W DRANESVILLE DR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$665,000

3 beds

|

4 baths

|

4,342 sq ft

6303 W DRANESVILLE DR, FREDERICKSBURG, V...
Birchwood at Brambleton 23630 HAVELOCK WALK TER UNIT 218, ASHBUR..., Ashburn, VA 20148
$569,900

2 beds

|

2 baths

|

1,967 sq ft

|

Condo

23630 HAVELOCK WALK TER UNIT 218, ASHBUR...
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Barley Woods 6406 BOXWELL DR, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22407
$499,500

2 beds

|

2 baths

|

1,787 sq ft

6406 BOXWELL DR, FREDERICKSBURG, VA, 224...
Community: Barley Woods
Four Seasons at Charlottesville 87 MISTLAND TRL, RUCKERSVILLE, VA, 22968, Ruckersville, VA 22968
$525,000

3 beds

|

3 baths

|

3,538 sq ft

87 MISTLAND TRL, RUCKERSVILLE, VA, 22968
River Crossing at Spring Arbor 5701 SPRING ARBOR CIR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$475,000

3 beds

|

4 baths

|

2,249 sq ft

5701 SPRING ARBOR CIR, FREDERICKSBURG, V...
Heritage Hunt 13882 CINCH LN, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$775,000

3 beds

|

4 baths

|

3,192 sq ft

13882 CINCH LN, GAINESVILLE, VA, 20155
Community: Heritage Hunt
River Ridge 1994 PENFOLD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192
$675,000

4 beds

|

3 baths

|

3,609 sq ft

1994 PENFOLD CT, WOODBRIDGE, VA, 22192
Community: River Ridge
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 1002, LEESBURG, ..., Leesburg, VA 20176
$375,000

2 beds

|

2 baths

|

1,038 sq ft

|

Condo

19375 CYPRESS RIDGE TER 1002, LEESBURG, ...
Four Seasons at Historic Virginia 16453 SPARKLING BROOK LOOP, DUMFRIES, VA..., Dumfries, VA 22025
$629,900

3 beds

|

3 baths

|

2,468 sq ft

16453 SPARKLING BROOK LOOP, DUMFRIES, VA...
Birchwood at Brambleton 23631 HAVELOCK WALK TER 318, ASHBURN, VA..., Ashburn, VA 20148
$549,900

2 beds

|

2 baths

|

1,967 sq ft

|

Condo

23631 HAVELOCK WALK TER 318, ASHBURN, VA...
Regency at Dominion Valley 15218 BRIER CREEK DR, HAYMARKET, VA, 201..., Haymarket, VA 20169
$749,990

3 beds

|

3 baths

|

3,386 sq ft

15218 BRIER CREEK DR, HAYMARKET, VA, 201...
Four Seasons at Virginia Crossing 14035 MADRONA LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193
$669,900

3 beds

|

3 baths

|

2,192 sq ft

14035 MADRONA LN, WOODBRIDGE, VA, 22193
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Barley Woods 12205 GLEN OAKS DR, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407
$569,000

3 beds

|

2 baths

|

2,437 sq ft

12205 GLEN OAKS DR, FREDERICKSBURG, VA, ...
Community: Barley Woods
The Villas of Salem Church 5711 FINLEY ROSE CT, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407
$415,000

3 beds

|

3 baths

|

1,762 sq ft

5711 FINLEY ROSE CT, FREDERICKSBURG, VA,...
Birchwood at Brambleton 23688 BOLTON CRESCENT TER APT 204, ASHBU..., Ashburn, VA 20148
$475,000

2 beds

|

2 baths

|

1,280 sq ft

|

Condo

23688 BOLTON CRESCENT TER APT 204, ASHBU...
Gatherings at Wellington 9202 CHARLESTON DR 307, MANASSAS, VA, 20..., Manassas, VA 20110
$421,000

3 beds

|

2 baths

|

2,006 sq ft

|

Condo

9202 CHARLESTON DR 307, MANASSAS, VA, 20...
Heritage Hunt 13014 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155
$850,000

2 beds

|

3 baths

|

2,872 sq ft

13014 TRIPLE CROWN LOOP, GAINESVILLE, VA...
Community: Heritage Hunt
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Heritage Hunt 6934 CUMBERSTONE PL, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$700,000

5 beds

|

4 baths

|

2,920 sq ft

6934 CUMBERSTONE PL, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Havenwood Villas 1010 SWEETHEART DR IMMEDIATE DELV, FREDE..., Fredericksburg, VA 22406
$399,990

4 beds

|

4 baths

|

2,878 sq ft

1010 SWEETHEART DR IMMEDIATE DELV, FREDE...
Community: Havenwood Villas
Cascades at Embrey Mill 154 WINDFLOWER WAY, STAFFORD, VA, 22554, Stafford, VA 22554
$575,000

3 beds

|

3 baths

|

2,311 sq ft

|

Condo

154 WINDFLOWER WAY, STAFFORD, VA, 22554
Liberty Grove 8600 LIBERTY TRL UNIT 303, MANASSAS, VA,..., Manassas, VA 20110
$370,000

2 beds

|

3 baths

|

1,743 sq ft

|

Condo

8600 LIBERTY TRL UNIT 303, MANASSAS, VA,...
Community: Liberty Grove
Belmont Bay 680 WATERMANS DR APT 301, WOODBRIDGE, VA..., Woodbridge, VA 22191
$352,500

1 beds

|

2 baths

|

1,215 sq ft

|

Condo

680 WATERMANS DR APT 301, WOODBRIDGE, VA...
Community: Belmont Bay
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Trilogy® at Lake Frederick 102 PHOEBE CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630
$930,000

5 beds

|

4 baths

|

4,267 sq ft

102 PHOEBE CT, LAKE FREDERICK, VA, 22630
Keswick Villas 7515 OAKHAM DR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$629,900

4 beds

|

3 baths

|

3,755 sq ft

7515 OAKHAM DR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Four Seasons at Virginia Crossing 3720 HAVERTILL LN UNIT 303, WOODBRIDGE, ..., Woodbridge, VA 22193
$475,000

2 beds

|

2 baths

|

1,706 sq ft

|

Condo

3720 HAVERTILL LN UNIT 303, WOODBRIDGE, ...
Four Seasons at Historic Virginia 17251 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$664,888

4 beds

|

4 baths

|

3,802 sq ft

17251 FOUR SEASONS DR, DUMFRIES, VA, 220...
Four Seasons at Virginia Crossing 13970 ENGLEFIELD DR UNIT 303, WOODBRIDGE..., Woodbridge, VA 22193
$530,000

2 beds

|

2 baths

|

1,801 sq ft

|

Condo

13970 ENGLEFIELD DR UNIT 303, WOODBRIDGE...
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293 homes near Winchester
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